ABSTRACT
Nucleophilic substitution reactions by solvolysis at a carbon atom with a leaving group, Eq. (1), are well enough understood that they are often used in introductory organic chemistry textbooks as an instructional foundation for mechanistic concepts. Information on how variables such as the structure, stereochemistry, the leaving group (LG), and the nucleophilicity of the solvent (SOH) control the reactivity is so extensive that prediction of results for new cases can be made with considerable confidence.
